Hydrochloric Acid → HCID 178478015, compound

HRID 2367529Notes

Reaction equation

HRID 2367529 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([CH:13]2[O:18][CH2:17][CH2:16][N:15](CC3C=CC=CC=3)[CH2:14]2)[NH:11][CH:12]=1.Cl>[Pd].CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([CH:13]2[O:18][CH2:17][CH2:16][NH:15][CH2:14]2)[NH:11][CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178478014HCID 178478014, compound

Product 1

HCID 178478015HCID 178478015, compoundYield 104.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Palladium on carbon (10 wt %, 96 mg, 0.090 mmol) was added to a solution of 2-[4-(2-chlorophenyl)-1H-imidazol-2-yl]-4-(phenylmethyl)morpholine (320 mg, 0.904 mmol) and hydrochloric acid (36%, 0.382 mL, 4.52 mmol) in CH3OH (80 mL) under nitrogen, and the mixture was stirred under hydrogen at 25° C. for 1.5 hours. The reaction mixture was filtered, washed by CH3OH (150 mL), and concentrated to afford the title compound (250 mg) as a brown solid. LC-MS (ES) m/z=264 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed by CH3OH (150 mL)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9de206448a0a4086b10e761ba87db02b
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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